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Issue 30, 2019
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Recent advances in catalytic asymmetric intermolecular oxidation of alkynes

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Abstract

In recent years, gold-catalyzed intermolecular alkyne oxidation by an N-oxide oxidant, which presumably involves a gold carbenoid intermediate, has attracted increasing attention because it circumvents the employment of hazardous and potentially explosive diazocarbonyl compounds as starting materials for carbene generation. More importantly, the development of a catalytic enantioselective version of the reaction can help achieve an array of asymmetric synthesis processes modified from various racemic transformations of the gold carbenoid intermediate. In this review, we will present an overview of these recent advances in the asymmetric transformations by utilizing chiral ligands, chiral N,N′-dioxides and chiral substrates, aiming to facilitate progress in this fascinating field of research.

Graphical abstract: Recent advances in catalytic asymmetric intermolecular oxidation of alkynes

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Publication details

The article was received on 11 May 2019, accepted on 25 Jun 2019 and first published on 27 Jun 2019


Article type: Review Article
DOI: 10.1039/C9OB01096C
Org. Biomol. Chem., 2019,17, 7106-7113

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    Recent advances in catalytic asymmetric intermolecular oxidation of alkynes

    W. Shen and X. Tang, Org. Biomol. Chem., 2019, 17, 7106
    DOI: 10.1039/C9OB01096C

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